Pyrocatechol (BioDeep_00000014388)

Main id: BioDeep_00000002951

 

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


Pyrocatechol suppliers in China

化学式: C6H6O2 (110.0367776)
中文名称: 邻苯二酚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1ccc(c(c1)O)O
InChI: InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H

描述信息

Pyrocatechol, often known as catechol or benzene-1,2-diol, is a benzenediol, with formula C6H4(OH)2. It was first prepared in 1839 by H. Reinsch by distilling catechin (the juice of Mimosa catechu). This colourless compound occurs naturally, but about 20000 tons are manufactured each year, mainly as precursors to pesticides, flavors, and fragrances. Its sulfonic acid is often present in the urine of many mammals. Small amounts of catechol occur naturally in fruits and vegetables, along with the enzyme polyphenol oxidase. Upon mixing the enzyme with the substrate and exposure to oxygen (as when a potato or apple is cut), the colorless catechol oxidizes to reddish-brown benzoquinone derivatives. The enzyme is inactivated by adding an acid, such as lemon juice, or by refrigeration. Excluding oxygen also prevents the browning reaction. Catechol melts at 28 °C and boils at 250 °C. It is employed in medicine as an expectorant. The dimethyl ether or veratrol is also used in medicine. Many other pyrocatechin derivatives have been suggested for therapeutic application. Pyrocatechol has also been found to be a microbial metabolite in Escherichia, Mycobacterium and Pseudomonas (PMID:19300498; PMID:25281236).
Constituent of variety foodstuffs especies coffee, cocoa, bread crust, roasted malt and beer; Isolated from various plant sources and by hydrolysis of tannins (CCD). 1,2-Benzenediol is found in many foods, some of which are chervil, black raspberry, swede, and wasabi.
CONFIDENCE standard compound; INTERNAL_ID 120

同义名列表

32 个代谢物同义名

Pyrocatechol suppliers in China; Catechol, 14C-labeled CPD; Catechol dipotassium salt; 1,2-Dihydroxybenzene; Catechol sodium salt; 1,3-Dihydroxybenzene; alpha-Hydroxyphenol; Durafur developer C; Phthalhydroquinone; 1,2-Hydroxybenzene; O-Dihydroxybenzene; Phthalic alcohol; Benzene-1,2-diol; a-Hydroxyphenol; 1,2-Benzenediol; O-Phenylenediol; Α-hydroxyphenol; 2-Hydroxyphenol; O-Hydroxyphenol; Oxyphenic acid; Pelagol grey C; O-Hydroquinone; O-Dioxybenzene; Pyrocatechine; Fouramine PCH; O-Benzenediol; Brenzcatechin; Pyrocatechin; pyrocatechol; Fourrine 68; Oxyphenate; Catechol



数据库引用编号

22 个数据库交叉引用编号

分类词条

41 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Zuwu Tang, Xinxing Lin, Meiqiong Yu, Jinbei Yang, Shiqian Li, Ajoy Kanti Mondal, Hui Wu. A review of cellulose-based catechol-containing functional materials for advanced applications. International journal of biological macromolecules. 2024 May; 266(Pt 2):131243. doi: 10.1016/j.ijbiomac.2024.131243. [PMID: 38554917]
  • Kun Yu, Wei He, Xiaoli Ma, Qi Zhang, Chunxu Chen, Peiyan Li, Di Wu. Purification and Biochemical Characterization of Polyphenol Oxidase Extracted from Wheat Bran (Wan grano). Molecules (Basel, Switzerland). 2024 Mar; 29(6):. doi: 10.3390/molecules29061334. [PMID: 38542970]
  • Jing Hu, Kokoette Effiong, Muyuan Liu, Xi Xiao. Broad spectrum and species specificity of plant allelochemicals 1,2-benzenediol and 3-indoleacrylic acid against marine and freshwater harmful algae. The Science of the total environment. 2023 Nov; 898(?):166356. doi: 10.1016/j.scitotenv.2023.166356. [PMID: 37595905]
  • Hui Liu, Mu Pan, Yang Lu, Mei Wang, Shan Huang, Jun Li, Ke Luo, Linli Luo, Mingyong Yao, Deyu Hua, Hui Wang. Purification and comparison of soluble and membrane-bound polyphenol oxidase from potato (Solanum tuberosum) tubers. Protein expression and purification. 2023 02; 202(?):106195. doi: 10.1016/j.pep.2022.106195. [PMID: 36270466]
  • Verena Krauth, Ferdinando Bruno, Simona Pace, Paul M Jordan, Veronika Temml, Maria Preziosa Romano, Haroon Khan, Daniela Schuster, Antonietta Rossi, Rosanna Filosa, Oliver Werz. Highly potent and selective 5-lipoxygenase inhibition by new, simple heteroaryl-substituted catechols for treatment of inflammation. Biochemical pharmacology. 2023 02; 208(?):115385. doi: 10.1016/j.bcp.2022.115385. [PMID: 36535528]
  • Roelant Hilgers, Judith Bijlsma, Luana Malacaria, Jean-Paul Vincken, Emilia Furia, Wouter J C de Bruijn. Transition metal cations catalyze 16O/18O exchange of catechol motifs with H218O. Organic & biomolecular chemistry. 2022 11; 20(46):9093-9097. doi: 10.1039/d2ob01884e. [PMID: 36378241]
  • Ana Amić, Denisa Mastiľák Cagardová. DFT Study of the Direct Radical Scavenging Potency of Two Natural Catecholic Compounds. International journal of molecular sciences. 2022 Nov; 23(22):. doi: 10.3390/ijms232214497. [PMID: 36430975]
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  • Ravi Jothi, Ravichellam Sangavi, Ponnuchamy Kumar, Shunmugiah Karutha Pandian, Shanmugaraj Gowrishankar. Catechol thwarts virulent dimorphism in Candida albicans and potentiates the antifungal efficacy of azoles and polyenes. Scientific reports. 2021 10; 11(1):21049. doi: 10.1038/s41598-021-00485-2. [PMID: 34702898]
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  • Veronica F Salau, Ochuko L Erukainure, Neil A Koorbanally, Md Shahidul Islam. Catechol protects against iron-mediated oxidative brain injury by restoring antioxidative metabolic pathways; and modulation of purinergic and cholinergic enzymes activities. The Journal of pharmacy and pharmacology. 2020 Dec; 72(12):1787-1797. doi: 10.1111/jphp.13352. [PMID: 32902887]
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  • Yu Jin Kim, Eunjin Sohn, Joo-Hwan Kim, MinKyun Na, Soo-Jin Jeong. Catechol-Type Flavonoids from the Branches of Elaeagnus glabra f. oxyphylla Exert Antioxidant Activity and an Inhibitory Effect on Amyloid-β Aggregation. Molecules (Basel, Switzerland). 2020 Oct; 25(21):. doi: 10.3390/molecules25214917. [PMID: 33114256]
  • Yinghui Ma, Lijun Li, Mukesh Kumar Awasthi, Haixia Tian, Meihuan Lu, Mallavarapu Megharaj, Yalei Pan, Wenxiang He. Time-course transcriptome analysis reveals the mechanisms of Burkholderia sp. adaptation to high phenol concentrations. Applied microbiology and biotechnology. 2020 Jul; 104(13):5873-5887. doi: 10.1007/s00253-020-10672-2. [PMID: 32415321]
  • Yuting Li, Haiping Qi, Meiqi Fan, Zixing Zhu, Shijie Zhan, Lin Li, Bing Li, Xia Zhang, Xianglong Zhao, Jingjing Ma, Lifeng Wang. Quantifying the efficiency of o-benzoquinones reaction with amino acids and related nucleophiles by cyclic voltammetry. Food chemistry. 2020 Jul; 317(?):126454. doi: 10.1016/j.foodchem.2020.126454. [PMID: 32113140]
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